A mountain range with distinct ridges and a clear blue sky.

Calimesa Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Calimesa vacation rentals

A house entrance with a black door, a brick step, and potted plants.

1. Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest

Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest
South Redlands
10.0 out of 10, Exceptional, (13 reviews)
"This is a delightfully charming property in an excellent area. Much better experience than the hotels I have stayed in around here."
United States
Benjamin L.
$168 nightly
The price is $168
Oct 1 - Oct 2
Total with taxes and fees
Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest
A wooden door leading to a pool area with a palm tree and a staircase.

2. The Redlands Guesthouse: Historic District/Pool

The Redlands Guesthouse: Historic District/Pool
South Redlands
10.0 out of 10, Exceptional, (108 reviews)
"Wonderful hosts! Great location in Redlands. The pool and garden area is very inviting."
United States
Randy S.
$229 nightly
The price is $229
Sep 28 - Sep 29
Total with taxes and fees
The Redlands Guesthouse: Historic District/Pool
A two-story building with a green roof, balconies, and a view of a lake.

3. Getaways at Lagonita Lodge

Getaways at Lagonita Lodge
3.5 star property
Big Bear Central
9.4 out of 10, Exceptional, (18 reviews)
"Large room w kitchen & 2 bathrooms. Right on the lake. We really enjoyed our stay."
United States
Thomas
$89 nightly
The price is $99
Sep 28 - Sep 29
Total with taxes and fees
Getaways at Lagonita Lodge
A hotel room with a bed, a nightstand, a vase of flowers, and a clock.

4. Harry's Man Cave: The New Star Motel Experience

Harry's Man Cave: The New Star Motel Experience
3.0 star property
Edgemont
9.8 out of 10, Exceptional, (25 reviews)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
$121 nightly
The price is $137
Sep 27 - Sep 28
Total with taxes and fees
Harry's Man Cave: The New Star Motel Experience
A man opening a door to a cabin with a sign reading "SILVER".

5. Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
2.5 star property
Running Springs
9.4 out of 10, Exceptional, (107 reviews)
"Clean easy to access great staff"
United States
Henry
$192 nightly
The price is $205
Oct 26 - Oct 27
Total with taxes and fees
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
A rustic wooden cabin with a wooden staircase leading to a balcony, surrounded by trees and a wooden fence.

6. Snow Valley Retreat Luxury Cabin with Scenic Views Hot Tub & BBQ

Snow Valley Retreat Luxury Cabin with Scenic Views Hot Tub & BBQ
Running Springs
8.8 out of 10, Excellent, (3 reviews)
"The location is perfect for trips to both Lake Arrowhead and Big Bear. The cabin was great for a family of four. The spa was a nice touch and impeccably clean. The manager of the property was very communicative and available for any needs we may have had. "
United States
Amanda F.
$278 nightly
The price is $296
Oct 19 - Oct 20
Total with taxes and fees
Snow Valley Retreat Luxury Cabin with Scenic Views Hot Tub & BBQ
A wooden deck with a bench, a window with a wreath, and a table with chairs.

7. Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok

Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok
Running Springs
9.8 out of 10, Exceptional, (32 reviews)
"The house was very clean, the kitchen was well appointed and the hot tub was a hit with our grandkids. Will stay there again. And oh yes very important we were able to bring both of our dogs."
United States
Cheri A.
$343 nightly
The price is $365
Oct 4 - Oct 5
Total with taxes and fees
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok
A small, snow-covered cabin with a white porch and a blue exterior.

8. Peaceful 1-bedroom cabin in Green Valley Lake

Peaceful 1-bedroom cabin in Green Valley Lake
Green Valley Lake
9.6 out of 10, Exceptional, (8 reviews)
"Great spot in the GVL area. Well stocked kitchen and great bathroom. Great for a cozy getaway for two!"
United States
Kurtis
$219 nightly
The price is $233
Sep 27 - Sep 28
Total with taxes and fees
Peaceful 1-bedroom cabin in Green Valley Lake
A resort with multiple swimming pools, palm trees, and a mountainous backdrop.

9. The Cottages at Golden Village Palms RV Resort

The Cottages at Golden Village Palms RV Resort
3.0 star property
Hemet
9.2 out of 10, Wonderful, (108 reviews)
"This place is great!"
United States
Amanda
$159 nightly
The price is $178
Sep 27 - Sep 28
Total with taxes and fees
The Cottages at Golden Village Palms RV Resort
A two-story building with a wooden facade, a staircase, and a car parked in front.

10. Snow Lake Lodge

Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (581 reviews)
"Great overall And great prices for the season"
United States
Josue
$137 nightly
The price is $149
Oct 25 - Oct 26
Total with taxes and fees
Snow Lake Lodge
An outdoor swimming pool with a view of the beach and mountains.

11. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,387 reviews)
"Lots of activity, perfect place for a family vac."
United States
Resurrecion
$121 nightly
The price is $136
Sep 29 - Sep 30
Total with taxes and fees
Lagonita Lodge
A dining area with a wooden table, benches, and a chandelier.

12. Christmas Tree Hideaway | Modern 2BR Pet-Friendly

Christmas Tree Hideaway | Modern 2BR Pet-Friendly
Running Springs
9.6 out of 10, Exceptional, (19 reviews)
"We had a lovely stay."
United States
Jed M.
$254 nightly
The price is $291
Oct 4 - Oct 5
Total with taxes and fees
Christmas Tree Hideaway | Modern 2BR Pet-Friendly
A kitchen with a coffee machine, a flat-screen TV, and a window with blinds.

13. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Downtown San Bernardino
10.0 out of 10, Exceptional, (282 reviews)
"Nice space overall for families or groups traveling together, definitely felt roomy enough for us all without feeling cramped!"
United States
Anonymous traveler
$99 nightly
The price is $109
Sep 29 - Sep 30
Total with taxes and fees
2 Queen Beds | Non-Smoking, Micfridge
A room with a wooden coffee table, a black leather chair, and a view of an outdoor deck with chairs and a table.

14. Pine cone cabin/ 150 feet from the lake

Pine cone cabin/ 150 feet from the lake
Green Valley Lake
9.6 out of 10, Exceptional, (15 reviews)
"2nd stay here. Great place, very quiet, and great location. Easy, relaxing, fun stay!"
United States
John G.
$341 nightly
The price is $363
Sep 27 - Sep 28
Total with taxes and fees
Pine cone cabin/ 150 feet from the lake
A spacious loft with a spiral staircase, a fireplace, and a large glass door leading to an outdoor deck.

15. Acute A-frame Cabin w WiFi

Acute A-frame Cabin w WiFi
3.0 star property
Sugarloaf
8.0 out of 10, Very good, (15 reviews)
"Small cozy, good for a couple, very quiet."
United States
Pedro
$276 nightly
The price is $295
Sep 27 - Sep 28
Total with taxes and fees
Acute A-frame Cabin w WiFi
A living room with a fireplace, a sofa, a chair, and a coffee table.

16. Next to Lake. Close to Village and Slopes. BBQ.

Next to Lake. Close to Village and Slopes. BBQ.
Boulder Bay
9.6 out of 10, Exceptional, (76 reviews)
"Great location and value for small family!"
United States
Marek G.
$224 nightly
The price is $247
Sep 28 - Sep 29
Total with taxes and fees
Next to Lake. Close to Village and Slopes. BBQ.
A spacious living room with a stone fireplace, a large flat-screen TV, and a ceiling fan.

17. Chalet Vino | A-Frame Cabin w/ Hot Tub & Game Room

Chalet Vino | A-Frame Cabin w/ Hot Tub & Game Room
Green Valley Lake
10.0 out of 10, Exceptional, (28 reviews)
"I’ve stayed at many short term rentals. I have to say that this is the best equipped of all of them. From a fully stocked kitchen to toiletries .Also a great game room and jacuzzi downstairs. Had a very pleasant stay."
United States
Ronald F.
$440 nightly
The price is $465
Sep 27 - Sep 28
Total with taxes and fees
Chalet Vino | A-Frame Cabin w/ Hot Tub & Game Room
A cozy cabin interior with a wooden interior, a sofa, a dining table, and a large window with a scenic view.

18. Lily's Bear Cabin #2544

Lily's Bear Cabin #2544
3.0 star property
Big Bear Lake
10.0 out of 10, Exceptional, (2 reviews)
"Place was clean in excellent condition. Beds were very comfortable."
United States
LETICIA
$319 nightly
The price is $358
Sep 27 - Sep 28
Total with taxes and fees
Lily's Bear Cabin #2544
A cozy room with a fireplace, wooden walls, and a view of snow-covered trees.

19. Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat

Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat
Crest Park
9.8 out of 10, Exceptional, (13 reviews)
"Clean, updated, has everything for a comfortable stay "
United States
Yuliya
$276 nightly
The price is $294
Sep 29 - Sep 30
Total with taxes and fees
Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat
A cabin with a fire pit, two Adirondack chairs, and a deck.

20. Fox Bear Cottages Big Bear

Fox Bear Cottages Big Bear
3.0 star property
Big Bear Central
7.8 out of 10, Good, (91 reviews)
"I loved our stay was cute with a little kitchen I enjoyed it so much!!!"
United States
Aaron
$124 nightly
The price is $140
Sep 28 - Sep 29
Total with taxes and fees
Fox Bear Cottages Big Bear
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Calimesa Hotel Reviews

Hotel Marina Riviera

Hotel Marina Riviera

8/10 Good
"Beautiful Lakeside location. Nice “beach” chairs, fire pits and the hot tub was nice. I didn’t use the pool. Close to the Village and the onsite restaurant was fine for the pizza and beer I had."
Amy 1-night trip
Posted 1 hour ago
Hotel Marina Riviera

Find out more about Calimesa

Everything you need to know about Calimesa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Calimesa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Calimesa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Calimesa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Calimesa. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Calimesa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Calimesa rentals

At Expedia, we put the best Calimesa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Calimesa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Calimesa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Calimesa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Calimesa?

Yes, we have vacation rentals close to top sights in Calimesa, or you can choose a more secluded option if you're looking for relaxation. Our travelers say Calimesa has a good selection of restaurants. Make sure you have time to check out the live music and entertainment choices during your trip.

What are some of the best vacation home rentals in Calimesa?

Bear Lake Hideaway: Two Story Log Cabin w fireplace & hot tub. Walk to the lake!: This vacation home rental near Calimesa is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What’s there to see and do in Calimesa?

Explore the area and cultural attractions such as San Bernardino County Museum, or visit a family-friendly sight such as Cabazon Dinosaurs. Yucaipa Regional Park and University of Redlands are a couple of places you'll find in the larger area.

What’s a vacation rental in Calimesa like?

A vacation rental is a private property where you can stay for several days or longer in Calimesa. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.